ethyl 2-methyl-4-(2-nitrophenyl)-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: ethyl 2-methyl-4-(2-nitrophenyl)-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate
• 英文别名: Ethyl 2-methyl-4-(2-nitrophenyl)-1,4-dihydropyrimido[1,2-a]benzimidazole-3-carboxylate
• 化学式: C₂₀H₁₈N₄O₄
• 分子量: 378.387
• InChiKey: AKQAVMZJCCFFKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氨基苯并咪唑 、 乙酰乙酸乙酯 、 邻硝基苯甲醛 在 C₈H₁₅N₂O₃S⁽¹⁺⁾*HO₄S^(1-) 作用下， 以 neat (no solvent) 为溶剂， 反应 1.25h， 以90%的产率得到ethyl 2-methyl-4-(2-nitrophenyl)-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate
  参考文献：
  名称：

  在无金属和无溶剂条件下合成苯并[4,5]咪唑并[1,2-a]嘧啶和2,3-二氢喹唑啉-4(1H)-酮以减少废物产生†

  摘要：

  发现 Brønsted 酸性离子液体是合成苯并[4,5]咪唑并[1,2 - a ]嘧啶和 2,3-二氢喹唑啉-4(1 H )-酮的有效且可回收的催化剂。该反应在广泛的底物范围内顺利进行，在原子经济途径下以良好至优异的产率提供了预期的产物。低成本的可回收催化剂、无金属和无溶剂条件以及易于产品分离是解决合成药物中痕量金属污染问题的突出优势。

  DOI：

  10.1039/c8ra07256f

文献信息

• Selective recognition of lithium(<scp>i</scp>) ions using Biginelli based fluorescent organic nanoparticles in an aqueous medium
  作者：Gaganpreet Kaur、Amanpreet Singh、P. Venugopalan、Navneet Kaur、Narinder Singh

  DOI：10.1039/c5ra16743d

  日期：——

  Detection of lithium ions using fluorescent organic nanoparticles.

  使用荧光有机纳米粒子检测锂离子。
• One-pot synthesis of tricyclic dihydropyrimidine derivatives and their biological evaluation
  作者：Navneet Kaur、Kamalpreet Kaur、Tilak Raj、Gaganpreet Kaur、Ajnesh Singh、Thammarat Aree、Sae-Jin Park、Tack-Joong Kim、Narinder Singh、Doo Ok Jang

  DOI：10.1016/j.tet.2014.11.039

  日期：2015.1

  A series of tricyclic dihydropyrimidine derivatives were synthesized using a one-pot, three-component Traube-Schwarz reaction in the presence of catalyst Zn(ClO4)(2)center dot 6H(2)O. All the purified compounds were evaluated for their in vitro anticancer activity against three different cancer cell lines such as prostate cancer cells (PO), lung cancer cells (NCI-H1299) and colon cancer cells (HCT116). In vitro DNA-intercalation ability of the compounds was investigated by UV vis absorption spectroscopy, showing the insertion of compound into the DNA base pairs and a strong interaction with the DNA double helix. (C) 2014 Elsevier Ltd. All rights reserved.
• Synthesis of benzo[4,5]imidazo[1,2-<i>a</i>]pyrimidines and 2,3-dihydroquinazolin-4(1<i>H</i>)-ones under metal-free and solvent-free conditions for minimizing waste generation
  作者：Phuong Hoang Tran、Thanh-Phuong Thi Bui、Xuan-Quynh Bach Lam、Xuan-Trang Thi Nguyen

  DOI：10.1039/c8ra07256f

  日期：——

  efficient and recyclable catalyst for the synthesis of benzo[4,5]imidazo[1,2-a]pyrimidines and 2,3-dihydroquinazolin-4(1H)-ones. The reactions proceeded smoothly with a broad scope of substrates providing the expected products in good to excellent yields under an atom-economical pathway. The low-cost recyclable catalyst, metal- and solvent-free conditions, and the ease of product isolation are the

  发现 Brønsted 酸性离子液体是合成苯并[4,5]咪唑并[1,2 - a ]嘧啶和 2,3-二氢喹唑啉-4(1 H )-酮的有效且可回收的催化剂。该反应在广泛的底物范围内顺利进行，在原子经济途径下以良好至优异的产率提供了预期的产物。低成本的可回收催化剂、无金属和无溶剂条件以及易于产品分离是解决合成药物中痕量金属污染问题的突出优势。